3-Methylsulfonyl-5-propan-2-ylcyclohepta[b]furan-2-one | 1007393-96-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 环七呋喃
• 英文名称: 3-Methylsulfonyl-5-propan-2-ylcyclohepta[b]furan-2-one
• CAS: 1007393-96-5
• 化学式: C₁₃H₁₄O₄S
• 分子量: 266.318
• InChiKey: WEHAQRUUNNVJGN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  68.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-Methylsulfonyl-5-propan-2-ylcyclohepta[b]furan-2-one 、 丙二腈 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 6.0h， 以89%的产率得到
  参考文献：
  名称：

  Synthesis of 2-Amino-1-cyanoazulenes: Substituent Effect on 2H-Cyclohepta[b]furan-2-ones toward the Reaction with Malononitrile

  摘要：

  3-Substituted 2-amino- 1-cyanoazulene derivatives were prepared by the reaction of 2H-cyclohepta[b]furan-2-ones with malononitrile in the presence of triethylamine as a base. The great influence of the substituent at their 3-position on the reactivity to form the 2-aminoazulene derivatives was revealed. The intramolecular charge transfer (ICT) characters of 2-amino- 1-cyano-3-vinylazulenes were investigated by UV/Vis spectroscopy and theoretical calculations. The structure of compounds 13b and 14b was clarified by single crystal X-ray analysis.

  DOI：

  10.3987/com-18-s(t)89
• 作为产物：
  描述：

  5-isopropyl-3-methylthio-2H-cyclohepta[b]furan-2-one 在 间氯过氧苯甲酸 作用下， 以35%的产率得到3-Methylsulfinyl-5-propan-2-ylcyclohepta[b]furan-2-one
  参考文献：
  名称：

  A Novel Approach to 5,5’-Diisopropyl-3,3’-bi-2H-cyclohepta[b]furan-2-one

  摘要：

  5-Isopropyl-2H-cyclohepta[b]furan-2-one (1) reacted with DMSD to give dimethyl(5-isopropyl-2-oxo-2H-cyclohepta[b]furan-3-yl)sulfonium trifluoromethanesulfonate (2), which was treated with E(t)3N to give 5-isopropyl-3-methylthio-2H-cyclohepta[b]furan-2-one (3). Sulfide 3 was oxidized with mCPBA to give sulfoxide 4 and sulfone 5. The salt 6 which comes from the treatment of 4 with Tf2O converted to an unexpected product, 5,5'-diisopropyl-3,3'-bi-2H-cyclohepta[b]furan-2-one (7), thermally.

  DOI：

  10.3987/com-07-s(u)43